4-Hydrazinyl-1-methyl-1h-pyrazolo[3,4-d]pyrimidine

Base Information

• Chemical Name: 4-Hydrazinyl-1-methyl-1h-pyrazolo[3,4-d]pyrimidine
• CAS No.: 5334-72-5
• Molecular Formula: C6H8N6
• Molecular Weight: 164.17
• NSC Number: 1458
• DSSTox Substance ID: DTXSID70277287
• Wikidata: Q82008336
• Mol file: 5334-72-5.mol

Synonyms:4-hydrazinyl-1-methyl-1h-pyrazolo[3,4-d]pyrimidine;5334-72-5;(1-methylpyrazolo[3,4-d]pyrimidin-4-yl)hydrazine;4-HYDRAZINO-1-METHYL-1H-PYRAZOLO[3,4-D]PYRIMIDINE;4-Hydrazinyl-1-methyl-1H-pyrazolo(3,4-d)pyrimidine;4-Hydrazino-1-methylpyrazolo[3,4-d]pyrimidine;NSC1458;SCHEMBL11616495;DTXSID70277287;NSC 1458;NSC-1458;STL391669;AKOS000129603;CS-0067355;EN300-37337;D73424;F2113-0868;1,5-Dihydro-1-methyl-4H-pyrazolo[3,4-d]pyrimidin-4-one hydrazone

Chemical Property of 4-Hydrazinyl-1-methyl-1h-pyrazolo[3,4-d]pyrimidine

Chemical Property:

• Vapor Pressure: 4.42E-07mmHg at 25°C
• Boiling Point: 414.5°Cat760mmHg
• Flash Point: 204.5°C
• Density: 1.68g/cm³
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 164.08104428
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=NC=NC(=C2C=N1)NN

Technology Process of 4-Hydrazinyl-1-methyl-1h-pyrazolo[3,4-d]pyrimidine

There total 8 articles about 4-Hydrazinyl-1-methyl-1h-pyrazolo[3,4-d]pyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.5%

4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine (23000-43-3) → 4-hydrazino-1-methyl-1H-pyrazolo[3,4-d]pyrimidine (5334-72-5)

Guidance literature:

With hydrazine hydrate; sodium iodide; In isopropyl alcohol; at 50 ℃; for 2h; Solvent;

Reference yield: 86.0%

N-(4-cyano-2-methyl-2H-pyrazol-3-yl)-formimidic acid ethyl ester (62564-58-3) → 4-hydrazino-1-methyl-1H-pyrazolo[3,4-d]pyrimidine (5334-72-5)

Guidance literature:

With hydrazine; In ethanol; at 70 ℃; for 2h;

DOI:10.1016/j.tetlet.2009.07.113

Reference yield:

1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (5334-56-5) → 4-hydrazino-1-methyl-1H-pyrazolo[3,4-d]pyrimidine (5334-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / N,N-dimethyl-formamide / 2 h / Reflux

2: hydrazine hydrate; sodium iodide / isopropyl alcohol / 2 h / 50 °C

With thionyl chloride; hydrazine hydrate; sodium iodide; In N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

4-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidine

N-(4-cyano-2-methyl-2H-pyrazol-3-yl)-formimidic acid ethyl ester

1-methyl-pyrazolo[3,4-d]pyrimidin-4-one

1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one